I enjoy using awkward silence to put pressure on people in situations like this. 

There is a shed/garage on the property that one of the tenants uses for storage and it is in an awkward spot in the driveway.

Probably a good idea to make sure they are doing it by the book so you do not have a problem/awkward situation at tax time.

There is street parking available, and the site is on a bus route that goes to the metro.So you can see there's a bit of an awkward situation with a 4-unit property that has 2 car-size spaces and one van-size space.  

@John D. your right it can be an awkward conversation with a buyer.

You bought a house on bad location (or an awkward floorplan) just because it was cheap and nobody else wanted to buy it14.

The room is held up by 5 wood piers that are awkwardly placed.

This will help you gain credibility when you go and ask people for money it is awkward if you can show them what you are doing it eases that tension a bit.

I’m sure your friend the realtor is a nice person and it would be awkward not to use them.

Still, taking that route might get you on bad terms with a person you'll potentially see a lot of in the future, though you know best to which level the awkwardness could rise if you keep on refusing his plea...